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[2-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 48df0daa-373f-4008-af4e-470575d2a100
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name [2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=C(C=C1C=CC(=O)OC2C(C(C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C=CC(=O)OC2C(C(C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O
InChI InChI=1S/C30H26O14/c31-11-22-26(39)28(41)30(44-23(38)6-2-12-1-4-14(32)16(34)7-12)29(43-22)25-19(37)10-21-24(27(25)40)18(36)9-20(42-21)13-3-5-15(33)17(35)8-13/h1-10,22,26,28-35,37,39-41H,11H2
InChI Key LNXLYKZTPRBUPL-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H26O14
Molecular Weight 610.50 g/mol
Exact Mass 610.13225550 g/mol
Topological Polar Surface Area (TPSA) 244.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.47
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-6-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.4924 49.24%
Caco-2 - 0.9193 91.93%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5182 51.82%
OATP2B1 inhibitior - 0.5501 55.01%
OATP1B1 inhibitior + 0.8609 86.09%
OATP1B3 inhibitior + 0.9769 97.69%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7075 70.75%
P-glycoprotein inhibitior + 0.6734 67.34%
P-glycoprotein substrate - 0.6796 67.96%
CYP3A4 substrate + 0.6504 65.04%
CYP2C9 substrate - 0.7968 79.68%
CYP2D6 substrate - 0.8675 86.75%
CYP3A4 inhibition - 0.8929 89.29%
CYP2C9 inhibition - 0.8940 89.40%
CYP2C19 inhibition - 0.8997 89.97%
CYP2D6 inhibition - 0.9448 94.48%
CYP1A2 inhibition - 0.9305 93.05%
CYP2C8 inhibition + 0.7999 79.99%
CYP inhibitory promiscuity - 0.7995 79.95%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7092 70.92%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8915 89.15%
Skin irritation - 0.8151 81.51%
Skin corrosion - 0.9584 95.84%
Ames mutagenesis - 0.5564 55.64%
Human Ether-a-go-go-Related Gene inhibition + 0.6978 69.78%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.7321 73.21%
skin sensitisation - 0.8796 87.96%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.9773 97.73%
Acute Oral Toxicity (c) III 0.3778 37.78%
Estrogen receptor binding + 0.7389 73.89%
Androgen receptor binding + 0.8023 80.23%
Thyroid receptor binding - 0.4937 49.37%
Glucocorticoid receptor binding + 0.5544 55.44%
Aromatase binding - 0.5418 54.18%
PPAR gamma + 0.6665 66.65%
Honey bee toxicity - 0.6721 67.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9421 94.21%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.91% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.99% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 97.67% 91.49%
CHEMBL2581 P07339 Cathepsin D 95.94% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.58% 86.33%
CHEMBL3194 P02766 Transthyretin 94.52% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.35% 99.15%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.30% 86.92%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.45% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.03% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.50% 97.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.33% 91.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 86.49% 83.57%
CHEMBL3401 O75469 Pregnane X receptor 86.35% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.20% 94.45%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.04% 95.50%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 85.02% 80.78%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.77% 97.28%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.61% 99.17%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 82.26% 88.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.65% 85.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Gentiana burseri
Vitex agnus-castus

Cross-Links

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PubChem 74977569
LOTUS LTS0050809
wikiData Q105154568